1252579-60-4Relevant academic research and scientific papers
Synthesis of self-threading bithiophenes and their structure-property relationships regarding cyclic side-chains with atomic precision
Ouchi, Yuki,Sugiyasu, Kazunori,Ogi, Soichiro,Sato, Akira,Takeuchi, Masayuki
, p. 75 - 84 (2012/04/04)
We have recently reported a self-threading polythiophene as a new family of insulated molecular wires. Herein, we focused on the structure-property relationships of the unique three-dimensional architecture of the monomer. We have synthesized nine self-threading bithiophene monomers that have cyclic side-chains of different size and flexibility: i.e., 21-, 22-, 23-, 24-, 26-, and 30-membered rings composed of paraffinic, olefinic, or alkynic chains. To investigate their structure-property relationships, 1H NMR spectroscopy, UV absorption, and fluorescence spectroscopy measurements were conducted. We found that cyclic side-chains define the movable range of the dihedral angle of the bithiophene backbone, thereby affecting its photophysical properties. Therefore, the ability to design a structure with atomic precision as described herein would lead to the fine-tuning of the electronic properties of insulated molecular wires.
A self-threading polythiophene: Defect-free insulated molecular wires endowed with long effective conjugation length
Sugiyasu, Kazunori,Honsho, Yoshihito,Harrison, Ryan M.,Sato, Akira,Yasuda, Takeshi,Seki, Shu,Takeuchi, Masayuki
supporting information; experimental part, p. 14754 - 14756 (2010/12/19)
Herein, we report on a self-threading polythiophene whose conjugated molecular wire is sheathed within its own cyclic side chains. The defect-free insulating layer prevents electronic cross-communication between the adjacent polythiophene backbone even in the solid film. Notably, the covalently linked cyclic side chains extend the effective conjugation length of the interior polythiophene backbone, which results in an excellent intrawire hole mobility of 0.9 cm2 V-1 s-1.
